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Merck
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Documentos Principais

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19953

Sigma-Aldrich

Ricobendazole

≥98% (HPLC)

Sinônimo(s):

Albendazole oxide, Albendazole sulfoxide, Methyl [5-(propane-1-sulfinyl)-1H-benzoimidazol-2-yl]-carbamate

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About This Item

Fórmula empírica (Notação de Hill):
C12H15N3O3S
Número CAS:
54029-12-8
Peso molecular:
281.33
Beilstein:
677664
Número MDL:
MFCD00797922
Código UNSPSC:
51101500
ID de substância PubChem:
329751959

Ensaio

≥98% (HPLC)

forma

powder

cor

colorless to white

espectro de atividade do antibiótico

neoplastics
parasites

Modo de ação

DNA synthesis | interferes
enzyme | interferes
protein synthesis | interferes

cadeia de caracteres SMILES

CCCS(=O)c1ccc2[nH]c(NC(=O)OC)nc2c1

InChI

1S/C12H15N3O3S/c1-3-6-19(17)8-4-5-9-10(7-8)14-11(13-9)15-12(16)18-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

chave InChI

VXTGHWHFYNYFFV-UHFFFAOYSA-N

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Descrição geral

Chemical structure: benzimidazole

Aplicação

Ricobendazole is a methylcarbamate benzimidazole with a broad-spectrum anthelmintic activity. Ricobendazole is a key metabolite of albendazole . It has been shown to induce apoptosis in human cancer cell line HT-29, possibly by arresting the cell cycle at the G2/M phase.

Ações bioquímicas/fisiológicas

Ricobendazole is a key metabolite of albendazole and acts as an anthelmintic. It has been shown to induce apoptosis in human cancer cell line HT-29, possibly by arresting cell cycle at the G2/M phase.

Embalagem

25G

Outras notas

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Palavra indicadora

Warning

Frases de perigo

H317,H361d,H373,H410

Classificações de perigo

Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 2 - Skin Sens. 1 - STOT RE 2 Oral

Órgãos-alvo

Adrenal gland,spleen,male reproductive organs,Blood

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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Mohammad H Pourgholami et al.
Cancer chemotherapy and pharmacology, 55(5), 425-432 (2004-11-27)
The peritoneal surface remains an important failure site for patients with colorectal cancer. We have recently shown that albendazole (ABZ), a safe and effective anthelmintic drug, has profound antitumor activity in hepatocellular cancer. Furthermore, albendazole also possesses unique physiochemical and
Gracia Merino et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(5), 614-618 (2005-02-11)
Methylcarbamate benzimidazoles [albendazole (ABZ), fenbendazole (FBZ), and their respective sulfoxide derivatives, albendazole sulfoxide (ABZSO) and oxfendazole (OXF)] are therapeutically important anthelmintic agents with low bioavailability. We studied their in vitro interaction with the apical ATP-binding cassette (ABC) drug efflux transporters
Viviane Cangerana Hilário et al.
Journal of pharmaceutical and biomedical analysis, 61, 100-107 (2012-01-11)
A high-performance liquid chromatographic method using polar organic mode was developed to analyze albendazole (ABZ), albendazole sulfone (ABZSO(2)) and the chiral and active metabolite albendazole sulfoxide (ABZSOX, ricobendazole) that was further applied in stereoselective fungal biotransformation studies. The chromatographic separation
Mesküre Capan et al.
The American journal of tropical medicine and hygiene, 81(4), 712-713 (2009-10-10)
Albendazole therapy--alone or in combination with surgery--remains the standard of care for human echinococcosis depending on the stage of disease. However, only limited data are available on target site concentrations in liver cysts and data for non-liver cysts are lacking.
Kathrin Eckardt et al.
Reproductive toxicology (Elmsford, N.Y.), 34(3), 378-384 (2012-06-02)
The benzimidazole carbamate albendazole (ABZ), a potent anthelmintic, is a teratogenic compound in rats. At present it is unclear to which degree this effect is caused by the parent compound or its major metabolite, albendazole sulfoxide (ASO). Both substances were
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